When I first thought about having anal sex with my boyfriend I thought it will hurt; I spoke to him about it and he felt the same but I thought there is a first time for everything so we tried it but both of us being quite nervous we didn't really get any pleasure about it. Another time we were both horny so we both starting have oral but then I just placed my c**k into his anus and he just wanted more and more; he loved every minute of it. The when he gave me anal sex I just loved it as well and now we cannot stop having it (not literally). It depends on you body I think and what you feel and your conditions. If you are in a steady relationship you should talk it over. It worked for me and now my sex life is great.